{(E)-(2R,4R,8S,11R)-11-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-2,8-dimethoxy-4,7-dimethyl-dodec-6-enyloxy}-tert-butyl-diphenyl-silane

Base Information

Chemical Name:{(E)-(2R,4R,8S,11R)-11-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-2,8-dimethoxy-4,7-dimethyl-dodec-6-enyloxy}-tert-butyl-diphenyl-silane
CAS No.:725250-96-4
Molecular Formula:C₄₈H₇₂O₆Si
Molecular Weight:773.182
Hs Code.:

{(E)-(2R,4R,8S,11R)-11-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-2,8-dimethoxy-4,7-dimethyl-dodec-6-enyloxy}-tert-butyl-diphenyl-silane

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Chemical Property of {(E)-(2R,4R,8S,11R)-11-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-2,8-dimethoxy-4,7-dimethyl-dodec-6-enyloxy}-tert-butyl-diphenyl-silane

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Technology Process of {(E)-(2R,4R,8S,11R)-11-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-2,8-dimethoxy-4,7-dimethyl-dodec-6-enyloxy}-tert-butyl-diphenyl-silane

There total 11 articles about {(E)-(2R,4R,8S,11R)-11-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-2,8-dimethoxy-4,7-dimethyl-dodec-6-enyloxy}-tert-butyl-diphenyl-silane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 19790-60-4
3-Benzyloxypropanal

: 725250-96-4
{(E)-(2R,4R,8S,11R)-11-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-2,8-dimethoxy-4,7-dimethyl-dodec-6-enyloxy}-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1.1: cHex₂BCl; Et₃N / diethyl ether / 0 °C

1.2: 81 percent / diethyl ether / -78 °C

2.1: NaBH(OAc)3 / acetonitrile; acetic acid / -40 °C

3.1: PPTS

4.1: K₂CO₃ / methanol

5.1: I₂; PPh₃; imidazole / CH₂Cl₂

6.1: 84 percent / tetrahydrofuran / 0 °C

7.1: 78 percent / Ba(OH)2 / tetrahydrofuran / 20 °C

8.1: BH₃*DMS; CBS catalyst / tetrahydrofuran / 0 °C

9.1: NaH / tetrahydrofuran

With 1H-imidazole; barium dihydroxide; dimethylsulfide borane complex; CBS catalyst; dicyclohexylboron chloride; iodine; pyridinium p-toluenesulfonate; sodium tris(acetoxy)borohydride; sodium hydride; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetic acid; acetonitrile; 7.1: Horner-Wadsworth-Emmons / 8.1: Corey-Itsuno reduction;
DOI:10.1016/j.tetlet.2004.04.159

Reference yield:

: 671782-79-9
3,4-dimethoxybenzoic acid (2R)-2-methyl-3-oxopentyl ester

: 725250-96-4
{(E)-(2R,4R,8S,11R)-11-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-2,8-dimethoxy-4,7-dimethyl-dodec-6-enyloxy}-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1.1: cHex₂BCl; Et₃N / diethyl ether / 0 °C

1.2: 81 percent / diethyl ether / -78 °C

2.1: NaBH(OAc)3 / acetonitrile; acetic acid / -40 °C

3.1: PPTS

4.1: K₂CO₃ / methanol

5.1: I₂; PPh₃; imidazole / CH₂Cl₂

6.1: 84 percent / tetrahydrofuran / 0 °C

7.1: 78 percent / Ba(OH)2 / tetrahydrofuran / 20 °C

8.1: BH₃*DMS; CBS catalyst / tetrahydrofuran / 0 °C

9.1: NaH / tetrahydrofuran

With 1H-imidazole; barium dihydroxide; dimethylsulfide borane complex; CBS catalyst; dicyclohexylboron chloride; iodine; pyridinium p-toluenesulfonate; sodium tris(acetoxy)borohydride; sodium hydride; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetic acid; acetonitrile; 7.1: Horner-Wadsworth-Emmons / 8.1: Corey-Itsuno reduction;
DOI:10.1016/j.tetlet.2004.04.159

Reference yield:

: 725250-91-9
(4R,5R,6S)-4-(2-Benzyloxy-ethyl)-6-((S)-2-iodo-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxane

: 725250-96-4
{(E)-(2R,4R,8S,11R)-11-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-2,8-dimethoxy-4,7-dimethyl-dodec-6-enyloxy}-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / tetrahydrofuran / 0 °C

2: 78 percent / Ba(OH)2 / tetrahydrofuran / 20 °C

3: BH₃*DMS; CBS catalyst / tetrahydrofuran / 0 °C

4: NaH / tetrahydrofuran

With barium dihydroxide; dimethylsulfide borane complex; CBS catalyst; sodium hydride; In tetrahydrofuran; 2: Horner-Wadsworth-Emmons / 3: Corey-Itsuno reduction;
DOI:10.1016/j.tetlet.2004.04.159